There was virtually no chance of that ever happening. Rightly or wrongly Kass was hated (scratch that, DEEEEEEEESPISED) by at least half the jurors (Sarah, Morgan, Trish, Tasha, Spencer, Tony) who I presume would rather eat the most disgusting Survivor delicacy in perpetuity

than give Kass the satisfaction of writing her name down to win a million dollars. A large part (I'd say 70%) of the game is the social aspect of it (jury cultivation some call it) which Kass clearly sucked at big time.
Woo on the other hand was a non-entity, he kept to himself and had little interaction with other castaways outside of Tony and Trish going by most players said in their interviews. Thus he was not very good socially either, and because of it hadn't garnered much (if any) respect as far the jurors feeling compelled to gift him a million dollars is concerned anyway.
BUT at the end of the day he was not hated. He was dismissed, held in contempt, whatever but he was not loathed. That's why I so so so desperately wanted Woo and Kass to be the Final 2; the teeth gnashing of arguably one of the most bitter (and for good reason) jury in the history of this game would have been GLORIOUS reality tv!
Woo vs Kaos Kass would've been a close vote but I think the jury's indifference to Woo would've been enough for him to win the million bucks.
I think the editing has a lot to do with people's perception of who is a worthy winner and who is not. The highly biased/slanted edit that both Tony and Spencer got may make it seem like those 2 are vastly superior 'players' than Woo and Kass but I'm not one to drink that kool aid.
IMO both Woo and Kass are equally as worthy of being annointed winners for having made it that far, especially since they made it further than spencer. But producer being producers they do tend to play favourites and favour those who give them material to air that will attract the masses. Something that admittedly Tony, and to a lesser extent spencer, gave them in abundance.
Does that mean those 2 are more worthy/better player than Woo and Kass? Not in my universe, particularly when production allowed Tony to get an advantage by lying through omission about that special idol.
I honestly would not have had a problem with Woo winning because Tony was a paranoid freak that with another bunch of castaways would've been eaten alive and exposed very early on. He just overplayed his hand waaay too many times in the game and can thank his lucky stars that Woo and Trish were very stupidly loyal to a fault and allowed him to get away with such amateur idiocy. I'm sure that other allies may not have been as forgiving and taking out this volatile paranoid fool (Tony

) as soon as the opportunity presented itself.
Spencer also benefited hugely from being in the minority alliance and having to temper some of that unjustified smugness and patronizing demeanour of his. Had he been in a dominant alliance for very long I have no doubt that it would've put a huge target on his back very quickly and booted out as soon as Jeff and his parents predicted he would be.